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Hotels in Winter Haven

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Choose from 38996 Winter Haven Hotel Deals

Holiday Inn Winter Haven, an IHG Hotel
Holiday Inn Winter Haven, an IHG Hotel
3 out of 5
200 Cypress Gardens Boulevard, Winter Haven, FL
  • 6 min drive from LEGOLAND® Florida
The price is $108 per night from Aug 4 to Aug 5
$108
includes taxes & fees
Aug 4 - Aug 5
Book a stay at this business-friendly hotel in Winter Haven. Enjoy free WiFi, free parking, and room service. Popular attractions LEGOLAND® Florida and Theatre ...
8.8/10 Excellent! (1,001 reviews)
"The front staff very friendly, the room was comfortable and big, the buffet breakfast was excellent, a lot of options and the food was great. I would stay here again, highly recommend."

Reviewed on Jul 23, 2024

Holiday Inn Winter Haven, an IHG Hotel
Best Western Plus Winter Haven Inn & Suites 
Best Western Plus Winter Haven Inn & Suites 
3.5 out of 5
5801 Roosevelt Dr, Winter Haven, FL
  • 7 min walk from LEGOLAND® Florida
The price is $126 per night from Jul 28 to Jul 29
$126
includes taxes & fees
Jul 28 - Jul 29
Stay at this 3.5-star business-friendly hotel in Winter Haven. Enjoy free breakfast, free WiFi, and free parking. Popular attractions LEGOLAND® Florida and Chain ...
9.4/10 Exceptional! (452 reviews)
"Very nice hotel."

Reviewed on Jul 19, 2024

Best Western Plus Winter Haven Inn & Suites 
Howard Johnson by Wyndham Winter Haven FL
Howard Johnson by Wyndham Winter Haven FL
2 out of 5
1300 3rd St Sw, Cypress Gardens & US 17 South, Winter Haven, FL
  • 7 min drive from LEGOLAND® Florida
The price is $100 per night from Jul 29 to Jul 30
$100
includes taxes & fees
Jul 29 - Jul 30
Stay at this motel in Winter Haven. Enjoy free breakfast, free WiFi, and free parking. Popular attractions LEGOLAND® Florida and Indigo's Family Fun Center are ...
6.8/10 (1,001 reviews)
"It was a great stay and short distance to our true destination (LEGOLAND)"

Reviewed on Jul 17, 2024

Howard Johnson by Wyndham Winter Haven FL
The Grove Resort & Water Park Orlando
The Grove Resort & Water Park Orlando
4 out of 5
14501 Grove Resort Avenue, Winter Garden, FL
  • 1 hour drive from LEGOLAND® Florida
The price is $217 per night from Aug 18 to Aug 19
$217
includes taxes & fees
Aug 18 - Aug 19
Stay at this 4-star family-friendly resort in Winter Garden. Enjoy free WiFi, 3 outdoor pools, and 3 restaurants. Our guests praise the comfy rooms and the overall ...
8.2/10 Very Good! (5,982 reviews)
"Great place for the family. Plenty of pools and water areas. Cameron at the kids splash park was friendly and quick to return with drink orders. The 3/2 unit we stayed in was spacious and conveniently located just above the lobby elevator and alfresco market. The unit was equipped with kitchen supplies ..."

Reviewed on Jul 25, 2024

The Grove Resort & Water Park Orlando
Hilton Vacation Club Mystic Dunes Orlando
Hilton Vacation Club Mystic Dunes Orlando
7600 Mystic Dunes Lane, Kissimmee, FL
  • 57 min drive from LEGOLAND® Florida
The price is $133 per night from Aug 4 to Aug 5
$133
includes taxes & fees
Aug 4 - Aug 5
Book a stay at this golf property in Kissimmee. Enjoy free WiFi, free parking, and 4 outdoor pools. Our guests praise the restaurant and the comfy rooms in our ...
8.8/10 Excellent! (3,334 reviews)
"Our stay here was perfect. The whole villa was spotless. Bed were comfy!"

Reviewed on Jul 24, 2024

Hilton Vacation Club Mystic Dunes Orlando
Margaritaville Resort Orlando
Margaritaville Resort Orlando
4 out of 5
8000 Fins Up Circle, Kissimmee, FL
  • 1 hour drive from LEGOLAND® Florida
The price is $208 per night from Jul 28 to Jul 29
$208
includes taxes & fees
Jul 28 - Jul 29
Stay at this 4-star spa resort in Kissimmee. Enjoy 3 outdoor pools, a full-service spa, and 3 restaurants. Our guests praise the pool and the restaurant in our ...
8.8/10 Excellent! (3,090 reviews)
Loved it!
"Beautiful resort. Very family friendly. Great pool side service with very friendly waiters. Speedy check out. Had the room an hour later than check out time. lots of restaurants and bars within walking distance"

Reviewed on Jul 25, 2024

Margaritaville Resort Orlando
Hilton Vacation Club Aqua Sol Orlando West
Hilton Vacation Club Aqua Sol Orlando West
3.5 out of 5
17777 Bali Blvd, Winter Garden, FL
  • 1 hour drive from LEGOLAND® Florida
The price is $135 per night from Aug 18 to Aug 19
$135
includes taxes & fees
Aug 18 - Aug 19
Stay at this 3.5-star family-friendly hotel in Winter Garden. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the comfy rooms and the overall ...
8.6/10 Excellent! (3,683 reviews)
"Excellent"

Reviewed on Jul 25, 2024

Hilton Vacation Club Aqua Sol Orlando West
Seralago Hotel & Suites Main Gate East
Seralago Hotel & Suites Main Gate East
3 out of 5
5678 West Irlo Bronson Memorial Hwy, Kissimmee, FL
  • 1 hour drive from LEGOLAND® Florida
The price is $70 per night from Jul 28 to Jul 29
$70
includes taxes & fees
Jul 28 - Jul 29
Book a stay at this family-friendly aparthotel in Kissimmee. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions Old Town and Disney's Typhoon ...
5/10 (5,373 reviews)
"the floors to the rooms where all dirty, with cigarette buds, spilled things in the floor. I notified that someone spill in the floor twhen we left the netx day we arrived and the only thing they did was put a caution sign and never cleaned it; i stayed for a whole week and the only thing they did ..."

Reviewed on Jul 16, 2024

Seralago Hotel & Suites Main Gate East
Staybridge Suites Orlando Royale Parc Suites, an IHG Hotel
Staybridge Suites Orlando Royale Parc Suites, an IHG Hotel
3 out of 5
5876 W Irlo Bronson Memorial Hwy, Kissimmee, FL
  • 1 hour drive from LEGOLAND® Florida
The price is $125 per night from Aug 5 to Aug 6
$125
includes taxes & fees
Aug 5 - Aug 6
Book a stay at this family-friendly hotel in Kissimmee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...
8.2/10 Very Good! (1,151 reviews)
"It was nice and clean."

Reviewed on Jul 23, 2024

Staybridge Suites Orlando Royale Parc Suites, an IHG Hotel
Holiday Inn Club Vacations at Orange Lake Resort, an IHG Hotel
Holiday Inn Club Vacations at Orange Lake Resort, an IHG Hotel
4 out of 5
8505 W Irlo Bronson Memorial Hwy, Kissimmee, FL
  • 1 hour drive from LEGOLAND® Florida
The price is $141 per night from Jul 29 to Jul 30
$141
includes taxes & fees
Jul 29 - Jul 30
Book a stay at this golf resort in Kissimmee. Enjoy free parking, 7 outdoor pools, and 8 restaurants. Our guests praise the pool and the helpful staff in our ...
8.4/10 Very Good! (1,393 reviews)
"This is a place to stay if you never want to leave the resort. Everything's on site!. But if you do want to leave the site, everything is on the main road. All different types of restaurants and shops so you never far away from anything. I'm definitely coming back again."

Reviewed on Jul 23, 2024

Holiday Inn Club Vacations at Orange Lake Resort, an IHG Hotel
Ramada by Wyndham Kissimmee Gateway
Ramada by Wyndham Kissimmee Gateway
3 out of 5
7470 W. Irlo Bronson Memorial Hwy., Kissimmee, FL
  • 59 min drive from LEGOLAND® Florida
The price is $83 per night from Jul 29 to Jul 30
$83
includes taxes & fees
Jul 29 - Jul 30
Book a stay at this business-friendly aparthotel in Kissimmee. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the comfy rooms and the ...
7.4/10 Good! (4,066 reviews)
"good service. staffs are professional, helpful and courteous. pillows are not comfortable. there were stains on some towels. linens are itchy. breakfast buffet is not worth the price."

Reviewed on Jul 23, 2024

Ramada by Wyndham Kissimmee Gateway
Westgate Vacation Villas Resort
Westgate Vacation Villas Resort
4 out of 5
7700 Westgate Blvd., Kissimmee, FL
  • 58 min drive from LEGOLAND® Florida
The price is $158 per night from Aug 4 to Aug 5
$158
includes taxes & fees
Aug 4 - Aug 5
Stay at this 4-star family-friendly resort in Kissimmee. Enjoy free parking, 14 outdoor pools, and 4 restaurants. Popular attractions Disney's Animal Kingdom® ...
7.6/10 Good! (1,330 reviews)
"We had so much fun, from the minute we go there to when we left"

Reviewed on Jul 23, 2024

Westgate Vacation Villas Resort
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

HOTW-Hotel-Deals-726-959@2x.jpg (1918×258)*Savings based on Hot Rate® hotel bookings as compared with the lowest published rates found on leading retail travel sites. Hot Rates are different from retail rates. With Hot Rates you enter the date, location and star rating. Hotel revealed only after booking. All bookings final.

Find cheap hotels in Winter Haven

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For you, intrepid voyager, Hotwire has a large selection of the best hotels in Winter Haven.

Choosing the right hotel in Florida has everything to do with the way you want your trip to go. If you’ve scribbled a few obscure destinations on your itinerary, you probably already have a good sense of how your getaway is taking shape. Lean into that by booking one of Winter Haven’s 38,996 hotels. Choose the one that best catches your trip’s tourist drift.

If you’re traveling during the week for business, Hotwire can score you a luxury hotel for as low as $70. In town for pleasure? Hotwire still has you covered. If you’re in the mood for a quick last-minute weekend getaway or spa retreat, you can get up to 60% Winter Haven hotel deals at the last minute.

While traveling, where you stay plays a major role in your overall vacation enjoyment. Choosing the right hotel is just as important as making sure you book the right flight and car rental. If you’re traveling with family or friends, you may need to book a hotel with connecting rooms. If you enjoy an elegant and relaxing hotel ambiance, opt for one of Hotwire’s luxury hotels in Winter Haven. No matter your reason for visiting Winter Haven, with Hotwire’s large selection of hotels in the area, you’re sure to book a hotel that meets all your accommodation needs.

Frequently Asked Questions About Winter Haven hotels

Where can I find the best last-minute travel deals?

If you’re traveling in the spirit of spontaneity, you’ll love the idea of leaving your exact hotel choice up to chance. With Hotwire Hot Rates, you can save up to 60% off your next flight, hotel, or car rental. Just plug in your general preferences and let Hotwire choose last-minute hotel deals in Winter Haven for as low as $70.

How many hotels are there in Winter Haven?

With over 38,996 hotels in Winter Haven, you’re sure to find one that best matches your travel mood. When you book with Hotwire, you can score a stellar home away from home for as low as $70.

How to find cheap car rentals in Winter Haven?

Finding a cheap car rental deal in Winter Haven is as easy as scoring cheap hotels in Winter Haven. Hotwire partners with top-of-the-line car rental companies to bring you a large selection of affordable options. Whether you’re in need of a large SUV for the entire family or a more compact but stylish vehicle, Hotwire has you covered. You can even save up to 60% off a car rental deal if you book a Hotwire Hot Rate at the last minute.

Is it safe to travel to Winter Haven now?

With recent COVID-19 closures and reopenings, many people are wondering, “Is it safe to travel to Winter Haven right now?” When it’s time to book your getaway, be sure to check out the most up-to-date information on all safety measures, any restrictions, and guidance on traveling during the coronavirus pandemic.